Stockbridge Travel Guide
Tourist Guide
Visit Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
The price is £170 per night from 23 Sept to 24 Sept
£170
23 Sept - 24 Sept
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, free parking and 3 restaurants. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,003 reviews)
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally ..."
Reviewed on 15 Sept 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is £324 per night from 1 Oct to 2 Oct
£324
1 Oct - 2 Oct
includes taxes & fees
Stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Chesterwood are located ...
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is £87 per night from 21 Sept to 22 Sept
£87
21 Sept - 22 Sept
includes taxes & fees
Stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hawthorne House
Lenox MA
Stay at this holiday home in Stockbridge. Enjoy laundry facilities and air conditioning. Popular attractions Tanglewood Music Center and Frelinghuysen Morris ...
10/10 Exceptional! (2 reviews)
"The property is beautiful and the host was very helpful and communicative. We very much enjoyed our stay, and the location near Tanglewood is terrific."
Reviewed on 30 Jul 2026
Historic Stockbridge Villa on 25 acres
Stockbridge MA
Stay at this family-friendly holiday home in Stockbridge. Enjoy free Wi-Fi, private pools and a sauna. Popular attractions Tanglewood Music Center and Lenox ...
10/10 Exceptional! (20 reviews)
"Fabulous hosts - Very informative, responsive, and accurate. House is large and typical-old-family-house quirky. The furnishings include lots of very thoughtful items such as games, thousands of books, well equiped kitchen, AC and abundant fans, etc, We found it served our multi-generational family ..."
Reviewed on 8 Aug 2026
Classic Stockbridge Cottage
Stockbridge MA
Stay at this holiday home in Stockbridge. Enjoy a garden, laundry facilities and patios. Popular attractions Tanglewood Music Center and Chesterwood are located ...
10/10 Exceptional! (20 reviews)
"Beautifully decorated, charming and cozy. Many interesting books, games, artwork on the walls, a piano and ukulele. Fabulous bathrooms. All-around great place!"
Reviewed on 30 Aug 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Stockbridge attractions
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- Visit Sandisfield
- Sheffield Holidays
- Visit Shelburne Falls
- Visit Springfield
- Swift River
- Visit The Berkshires
- Visit Turners Falls
- Visit Williamstown
